Recent progress in the development of small-molecule glucagon receptor antagonists

Bioorganic and Medicinal Chemistry Letters

Volumn 25, Issue 19, 2015, Pages 4057-4064

  Sammons, Matthew F ^a   Lee, Esther C Y ^a  

^a PFIZER INC   (United States)

Author keywords

Glucagon; Glucagon receptor antagonist; Small molecule antagonists; Type 2 diabetes

Indexed keywords

BAY 27 9955; GLUCAGON RECEPTOR; GLUCAGON RECEPTOR ANTAGONIST; GLUCOSE; HORMONE RECEPTOR AFFECTING AGENT; LGD 6972; LY 2409021; MK 0893; MK 3577; PF 06291874; PLACEBO; UNCLASSIFIED DRUG; MOLECULAR LIBRARY;

DIABETES MELLITUS; DRUG STRUCTURE; GLYCEMIC CONTROL; HUMAN; NONHUMAN; PHASE 1 CLINICAL TRIAL (TOPIC); PHASE 2 CLINICAL TRIAL (TOPIC); REVIEW; ANIMAL; ANTAGONISTS AND INHIBITORS; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; MOLECULAR LIBRARY; PHARMACOLOGY; STRUCTURE ACTIVITY RELATION;

ANIMALS; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS; MOLECULAR STRUCTURE; RECEPTORS, GLUCAGON; SMALL MOLECULE LIBRARIES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84945449740     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2015.07.092     Document Type: Review

References (57)

1. P. Shah, A. Vella, A. Basu, R. Basu, W.F. Schwenk, and R.A. Rizza J. Clin. Endocrinol. Metab. 85 2000 4053
2. R.H. Unger, and L. Orci N. Engl. J. Med. 304 1981 1518
3. W.A. Müller, G.R. Faloona, E. Aguilar-Parada, and R.H. Unger N. Engl. J. Med. 283 1970 109
4. G.M. Reaven, Y.D. Chen, A. Golay, A.L. Swislocki, and J.B. Jaspan J. Clin. Endocrinol. Metab. 64 1987 106
5. B.E. Dunning, and J.E. Gerich Endocr. Rev. 28 2007 253
6. R.H. Unger, and L. Orci Proc. Natl. Acad. Sci. U.S.A. 107 2010 16009
7. Y. Lee, M.Y. Wang, X.Q. Du, M.J. Charron, and R.H. Unger Diabetes 60 2011 391
8. Y.M. Cho, C.E. Merchant, and T.J. Kieffer Pharmacol. Ther. 135 2012 247
9. J.I. Bagger, F.K. Knop, J.J. Holst, and T. Vilsboll Diabetes Obes. Met. 13 2011 965
10. K.F. Petersen, and J.T. Sullivan Diabetologia 44 2001 2018
11. D.E. Demong, and M.W. Miller RSC Drug Discovery Ser. 27 2012 429
12. D.-M. Shen, S. Lin, and E.R. Parmee Expert Opin. Ther. Pat. 21 2011 1211
13. K.J. Filipski Expert Opin. Ther. Pat. 2015 10.1517/13543776.2015.1032250 EPub Ahead of Print
14. Y. Xiong, J. Guo, M.R. Candelore, R. Liang, C. Miller, Q. Dallas-Yang, G. Jiang, P.E. McCann, S.A. Qureshi, X. Tong, S.S. Xu, J. Shang, S.H. Vincent, L.M. Tota, M.J. Wright, X. Yang, B.B. Zhang, J.R. Tata, and E.R. Parmee J. Med. Chem. 55 2012 6137
15. Ruddy, M.; Pramanik, B.; Lunceford, J.; Li, S.; Cilissen, C.; Stoch, S. A.; Wagner, J.; Amatruda, J.; Herman, G.; Kaufman, K. Presented at the American Diabetes Association 71st Scientific Sessions, San Diego, CA, June 2011; presentation #311-OR.
16. Engel, S. S.; Teng, R.; Edwards, R. J.; Davies, M. J.; Kaufman, K. D.; Goldstein, B. J. Presented at the 47th European Association for the Study of Diabetes Annual Meeting, Lisbon, Portugal, September 2011; Presentation 191.
17. Engel, S. S.; Xu, L.; Andryuk, P. J.; Davies, M. J.; Amatruda, J.; Kaufman, K.; Goldstein, B. J. Presented at the American Diabetes Association 71st Scientific Sessions, San Diego, CA, June 2011; Presentation 309-OR.
18. J. Mu, S.A. Qureshi, E.J. Brady, E.S. Muise, M.R. Candelore, G. Jiang, Z. Li, M.S. Wu, X. Yang, Q. Dallas-Yang, C. Miller, Y. Xiong, R.B. Langdon, E.R. Parmee, and B.B. Zhang PLoS ONE 7 2012 e49572
19. Guan, H.-P.; Castro-Perez, J. M.; Davis, H. R.; Engel, S. S.; Johns, D. G.; Lin, S.; Previs, S. F.; Roddy, T. P.; Wang, L.; Wang, S.-P.; Xiong, Y. WO2014093189A1, 2014.
20. L. Jakulj, H. Mohammed, T.H. van Dijk, T. Boer, S. Turner, A.K. Groen, M.N. Vissers, and E.S. Stroes J. Lipid Res. 54 2013 1144
21. Engel, S. S.; Reitman, M. L.; Xu, L.; Andryuk, P. J.; Davies, M. J.; Kaufman, K. D.; Goldstein, B. J. Presented at the American Diabetes Association 72nd Scientific Sessions, Philadelphia, PA, June 2012; Presentation 1037-P.
22. Deeg, M. A.; Abu-Raddad, E. J.; Tham, L. S.; Fu, H.; Pinaire, J. A.; Kelly, R. P. Presented at the 47th European Association for the Study of Diabetes Annual Meeting, Lisbon, Portugal, September 2011; Presentation 886.
23. R.P. Kelly, P. Garhyan, E. Raddad, H. Fu, C.N. Lim, M.J. Prince, J.A. Pinaire, M.T. Loh, and M.A. Deeg Diabetes Obes. Metab. 17 2015 414
24. Kelly, R. P.; Tham, L. S.; Abu-Raddad, E. J.; Lim, C. N.; Loh, M. T.; Pinaire, J. A.; Ng, W. T. Presented at the 47th European Association for the Study of Diabetes Annual Meeting, Lisbon, Portugal, September 2011; Presentation 887.
25. Prince, M. J.; Garhyan, P.; Abu-Raddad, E. J.; Fu, H.; Lim, C. N.; Pinaire, J. A.; Loh, M. T.; Deeg, M. A.; Kelly, R. P. Presented at the 47th European Association for the Study of Diabetes Annual Meeting, Lisbon, Portugal, September 2011; Presentation #190.
26. Kazda, C. M.; Garhyan, P.; Ding, Y.; Kelly, R. P.; Hardy, T. A.; Kapitza, C. Presented at the American Diabetes Association 72nd Scientific Sessions, Philadelphia, PA, June 2012; presentation 981-P.
27. Kazda, C. M.; Garhyan, P.; Ding, Y.; Kelly, R. P.; Hardy, T. A.; Kapitza, C. Presented at the American Diabetes Association 73rd Scientific Sesisons, Chicago, IL, June 2013; presentation #64-LB.
28. Kazda, C. M.; Garhyan, P.; Ding, Y.; Kelly, R. P.; Hardy, T. A.; Kapitza, C. Presented at the American Diabetes Association 74th Scientific Sessions, San Francisco, CA, June 2014; Presentation 1038-P.
29. Kelly, R. R.; Lim, C. N.; Pratt, E.; Loh, M. T.; Deeg, M.; Fu, H.; Cui, S.; Garhyan, P. Presented at the American Diabetes Association 72nd Scientific Sessions, Philadelphia, PA, June 2012; Presentation 1002-P.
30. Troyer, M. D.; Hompesch, M.; Pramanik, B.; Zheng, W.; Win, K.; Dunbar, S.; Li, S.; Ruddy, M.; Amatruda, J.; Kaufman, K.; Wagner, J.; Stoch, S. A. Presented at the American Diabetes Association 71st Scientific Sessions, San Diego, CA, June 2011; Presentation 494-P.
31. Troyer, M. D. Presented at the American Diabetes Association 71st Scientific Sessions, San Diego, CA, June 2011; Presentation 495-P.
32. Merck Research Pipeline, http://www.merck.com/research/pipeline/home.html Accessed April 28, 2015.
33. Clinical Development Pipeline (Lilly), http://www.lilly.com/SiteCollectionDocuments/Pipeline/Clinical%20Development%20Pipeline/index.html, Accessed March 5, 2015.
34. Vajda, E. G.; Plotkin, D. J.; Logan, D.; Li, Y.-X.; Pipkin, J. D.; Zhi, L.; Marschke, K. B. Presented at the American Diabetes Association 74th Scientific Sessions, San Francisco, CA, June 2014; Presentation 1116-P.
35. Product Pipeline:Pfizer, http://www.pfizer.com/research/science-and-technology/product-pipeline, Accessed April 28, 2015.
36. Y. Xiong, J. Guo, M. Candelore, R. Liang, C. Miller, Q. Dallas-Yang, G. Jiang, P. McCann, S. Qureshi, and X. Tong J. Med. Chem. 55 2012 6137
37. D. DeMong, X. Dai, J. Hwa, M. Miller, S.-I. Lin, L. Kang, A. Stamford, W. Greenlee, W. Yu, M. Wong, B. Lavey, J. Kozlowski, G. Zhou, D.-Y. Yang, B. Patel, A. Soriano, Y. Zhai, C. Sondey, H. Zhang, J. Lachowicz, D. Grotz, K. Cox, R. Morrison, T. Andreani, Y. Cao, M. Liang, T. Meng, P. McNamara, J. Wong, P. Bradley, K.-I. Feng, J. Belani, P. Chen, P. Dai, J. Gauuan, P. Lin, and H. Zhao J. Med. Chem. 57 2014 2601
38. D.M. Shen, F. Zhang, E.J. Brady, M.R. Candelore, Q. Dallas-Yang, V.D. Ding, J. Dragovic, W.P. Feeney, G. Jiang, P.E. McCann, S. Mock, S.A. Qureshi, R. Saperstein, X. Shen, C. Tamvakopoulos, X. Tong, L.M. Tota, M.J. Wright, X. Yang, S. Zheng, K.T. Chapman, B.B. Zhang, J.R. Tata, and E.R. Parmee Bioorg. Med. Chem. Lett. 15 2005 4564
39. Demong, D. E.; Miller, M. W.; Dai, X.; Wong, M. K.; Lavey, B. J.; Yu, W.; Zhou, G.; Stamford, A. W.; Kozlowski, J. A.; Greenlee, W. J.; Zhao, H.; Chen, P.; Lin, P.; Dai, P.; Davis, J. L. WO2011119541A1, 2011.
40. Wong, M. K.; Lavey, B. J.; Yu, W.; Kozlowski, J. A.; Demong, D. E.; Dai, X.; Stamford, A. W.; Miller, M. W.; Zhou, G.; Yang, D.-Y.; Greenlee, W. J. WO2011119559A1, 2011.
41. C. Sinz, J. Chang, A.R. Lins, E. Brady, M. Candelore, Q. Dallas-Yang, V. Ding, G. Jiang, Z. Lin, S. Mock, S. Qureshi, G. Salituro, R. Saperstein, J. Shang, D. Szalkowski, L. Tota, S. Vincent, M. Wright, S. Xu, X. Yang, B. Zhang, J. Tata, R. Kim, and E. Parmee Bioorg. Med. Chem. Lett. 21 2011 7131
42. C. Sinz, A. Bittner, E. Brady, M. Candelore, Q. Dallas-Yang, V. Ding, G. Jiang, Z. Lin, S. Qureshi, G. Salituro, R. Saperstein, J. Shang, D. Szalkowski, L. Tota, S. Vincent, M. Wright, S. Xu, X. Yang, B. Zhang, J. Tata, R. Kim, and E.R. Parmee Bioorg. Med. Chem. Lett. 21 2011 7124
43. Stelmach, J. E.; Parmee, E. R.; Tata, J. R.; Rosauer, K. G.; Kim, R. M.; Bittner, A. R.; Chang, J.; Sinz, C. J. WO2008042223A1, 2008.
44. Chung, J. Y. L.; Zhang, Y.; Artino, L.; Baxter, J.; Cote, A. S.; Desmond, D.; Scott, J.; Vaynshteyn, Y. WO2010080971A1, 2010.
45. K.J. Filipski, J. Bian, D.C. Ebner, E.C.Y. Lee, J.-C. Li, M.F. Sammons, S.W. Wright, B.D. Stevens, M.T. Didiuk, M. Tu, C. Perreault, J. Brown, K. Atkinson, B. Tan, C.T. Salatto, J. Litchfield, J.A. Pfefferkorn, and A. Guzman-Perez Bioorg. Med. Chem. Lett. 22 2012 415
46. A. Guzman-Perez, J.A. Pfefferkorn, E.C.Y. Lee, B.D. Stevens, G.E. Aspnes, J. Bian, M.T. Didiuk, K.J. Filipski, D. Moore, C. Perreault, M.F. Sammons, M. Tu, J. Brown, K. Atkinson, J. Litchfield, B. Tan, B. Samas, W.J. Zavadoski, C.T. Salatto, and J. Treadway Bioorg. Med. Chem. Lett. 23 2013 3051
47. E.C.Y. Lee, M. Tu, B.D. Stevens, J. Bian, G. Aspnes, C. Perreault, M.F. Sammons, S.W. Wright, J. Litchfield, A.S. Kalgutkar, R. Sharma, M.T. Didiuk, D.C. Ebner, K.J. Filipski, J. Brown, K. Atkinson, J.A. Pfefferkorn, and A. Guzman-Perez Bioorg. Med. Chem. Lett. 24 2014 839
48. Aspnes, G. E.; Didiuk, M. T.; Filipski, K. J.; Guzman-Perez, A.; Lee, E. C. Y.; Pfefferkorn, J. A.; Stevens, B. D.; Tu, M. M. US20120202834A1, 2012.
49. Didiuk, M.; Filipski, K. J.; Guzman-Perez, A.; Lee, E. C.Y.; Pfefferkorn, J. A.; Stevens, B.; Tu, M. WO2013014569A1, 2013.
50. Aspnes, G. E.; Didiuk, M. T.; Filipski, K. J.; Guzman-Perez, A.; Pfefferkorn, J. A.; Stevens, B. D.; Tu, M. M. WO2012085745A1, 2012.
51. F. Hasegawa, K. Niidome, C. Migihashi, M. Murata, T. Negoro, T. Matsumoto, K. Kato, and A. Fujii Bioorg. Med. Chem. Lett. 24 2014 4266
52. Chakravarty, D.; Kreutter, K.; Powell, M.; Shook, B.; Song, F.; Xu, G.; Yang, S.-M.; Zhang, R.; Zhao, B.-P. WO2012162407A1, 2012.
53. Chakravarty, D.; Greco, M. N.; Shook, B.; Xu, G.; Zhang, R. WO2012162409A1, 2012.
54. Sasaki, M.; Furukawa, H.; Hidaka, K.; Toyofuku, K.; Yogo, T.; Murata, T. WO2013147026A1, 2013.
55. F. Siu, M. He, C. de Graaf, G. Han, D. Yang, Z. Zhang, C. Zhou, Q. Xu, D. Wacker, and J. Joseph Nature 499 2013 444
56. Morgan, E.; Bethune, C.; Watts1, L.; Xia1, S.; McDonnell, M.; Geary, R.; Bhanot, S. Presented at the 49th European Association for the Study of Diabetes Annual Meeting, Barcelona, Spain, 2013/09/01; Presentation 691.
57. Morgan, E.; Smith, A.; Watts, L.; Xia, S.; Cheng, W.; Geary, R.; Bhanot, S. Presented at the American Diabetes Association 74th Scientific Sessions, San Francisco, CA, June 2014; Presentation 109-LB.